Sigma-Aldrich 758035 Jones reagent 100 mL
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Sigma-Aldrich 758035 Jones reagent 100 mL |
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Synonym(s): Jone′s reagent, Chromium trioxide solution in sulfuric acid, Sulfuric acid-chromium trioxide mixture
CAS Number: 65272-70-0
MDL number: MFCD22199316
PubChem Substance ID: 329766706
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PROPERTIES
form liquid
Quality Level 100
composition 2 M CrO3 in aqueous H2SO4
reaction suitability
core: chromium
reagent type: catalyst
reagent type: oxidant
density 1.298 g/mL at 25 °C
SMILES string O=[Cr](=O)=O.OS(O)(=O)=O
InChI 1S/Cr.H2O4S.3O/c;1-5(2,3)4;;;/h;(H2,1,2,3,4);;;
InChI key HNPXHFOTGAXAJY-UHFFFAOYSA-N
DESCRIPTION
General description
Jones reagent is a solution of chromium trioxide in aqueous sulfuric acid.
Using acetone as a reaction solvent, the reagent is usually used for the oxidation of primary and secondary alcohols to carboxylic acids and ketones, respectively.
The oxidation is very rapid and exothermic.
The reagent tolerates a variety of functionalities, such as, for example, unsaturated bonds, which are rarely oxidized.
For a comprehensive review of chromium-based reagents, see "Oxidation of Alcohols to Aldehydes and Ketones" by Tojo and Fernández, Springer Berlin, 2006, 1-97.
Application
Jones reagent can be used:
In the oxidative cleavage of various alkenes into carboxylic acids and ketones using a catalytic amount of osmium tetroxide.
To prepare symmetrical binaphthols by oxidative dehydrodimerization of substituted naphthols.
To synthesize acyl-naphthols and substituted isocoumarins from 2-(4-hydroxy-but-1-ynyl)benzaldehydes.
Packaging
25, 100 mL in glass bottle |
